Formal Allylic C(sp 3 )−H Carboxylation With CO 2 via Copper Metallaphotoredox Catalysis

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Authors: Junli Yue, Huan‐Zhen Li, Lu Liu, Shuai Liu, Zu‐Tong Li, Xin‐Yi Zhang, Wen Wang, Jincheng Xu, Lei Song, Hanjiao Chen, Xia Jiang, Jian‐Bo Zhu
+3 more Si‐Shun Yan, Jian‐Heng Ye, Da‐Gang Yu
Cited by: 1
References: 79

Abstract

ABSTRACT Catalytic carboxylation of ubiquitous C─H bonds with CO 2 has been demonstrated as a sustainable and streamlined pathway to valuable carboxylic acids. However, the catalytic carboxylation of abundant allylic C(sp 3 )─H bonds with CO 2 , which presents a unique opportunity to synthesize structurally diverse 3‐butenoic acids, still remains challenging. Herein, we report the first copper metallaphotoredox‐catalyzed formal allylic C(sp 3 )─H carboxylation with CO 2 , enabling efficient and selective synthesis of 3‐butenoic acids under mild and redox‐neutral conditions. This strategy lies in combining highly reducing photocatalysts to generate alkene radical anion intermediates with copper catalysis to orchestrate regioselective elimination, providing a distinct pathway from traditional allylic C(sp 3 )─H functionalization via forming allyl‐metal intermediates. This method features high atom and step economy, broad substrate scope, good functional group tolerance, facile scalability, and easy access to valuable compounds, including diverse bioactive molecules, natural products, and 13 C‐labeled anti‐inflammatory drug sulindac.

Fields of Study & Subjects

Carbon dioxide utilization in catalysis Catalytic C–H Functionalization Methods CO2 Reduction Techniques and Catalysts

Publication details

Journal / source
Angewandte Chemie International Edition
Publisher
Wiley
Volume
65
Issue
22
Pages
e5979629–e5979629
Publication date
11 April 2026
Language
EN